Shelter Island Vacations from ₩2,844,880

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hoxton Williamsburg

The Hoxton Williamsburg

4 out of 5
Price was ₩3,824,596, price is now ₩2,844,880 per person
₩2,844,880
per person
Dec 25 - Dec 31
found 21 hours ago
Roundtrip flight included
Seoul (ICN) to New York (NYC)
18/10 Exceptional! (1,001 reviews)
Staff was fantastic, excellent location, perfectly clean.

Reviewed on Nov 3, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ₩7,933,714, price is now ₩4,508,824 per person
₩4,508,824
per person
Dec 25 - Dec 31
found 21 hours ago
Roundtrip flight included
Seoul (ICN) to New York (NYC)
19.2/10 Exceptional! (158 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout. Cannot recommend this enough

Reviewed on Nov 17, 2025

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩4,466,904, price is now ₩3,051,411 per person
₩3,051,411
per person
Dec 25 - Dec 31
found 21 hours ago
Roundtrip flight included
Seoul (ICN) to New York (JFK)
16.8/10 Exceptional! (1,508 reviews)
The room was OK, but I was charged a deposit prior to check in

Reviewed on Nov 16, 2025

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Price was ₩4,250,022, price is now ₩3,221,955 per person
₩3,221,955
per person
Dec 25 - Dec 31
found 21 hours ago
Roundtrip flight included
Seoul (ICN) to New York (NYC)
18/10 Exceptional! (1,219 reviews)
Boutique hotel with old charm … huge rooms! We loved the layout and the spaciousness of the room. The windows actually open, for air and the location is central to the train we needed.

Reviewed on Nov 17, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was ₩4,360,159, price is now ₩3,358,636 per person
₩3,358,636
per person
Dec 25 - Dec 31
found 21 hours ago
Roundtrip flight included
Seoul (ICN) to New York (NYC)
16.8/10 Exceptional! (3,104 reviews)
Very nice staff. Very cool breakfast options.

Reviewed on Nov 17, 2025

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

Find hotels in Menantic Creek

Find the Best Shelter Island Vacation Packages

Shelter Island Beach Vacation

There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ₩517,170 per night from Dec 7 to Dec 8
₩517,170
₩705,844 total
Dec 7 - Dec 8
includes taxes & fees
8.2/10 Very Good! (687 reviews)
Amazing experience.

Reviewed on Nov 10, 2025

Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,002 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...

Reviewed on Nov 3, 2025

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Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
9/10 Wonderful! (181 reviews)
Location - beautiful view

Reviewed on Nov 10, 2025

Get rates
Montauk Blue Hotel
See all 4,688 properties in Shelter Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Shelter Island

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.